One of the biggest things people seem to be questioning is how Desmond was able to
“wake up” from the purgatory universe and how he had the know-how to “wake up”
the other characters.
Desmond was not an original cast member. He did not survive the plane crash. He was never really part of the beach camp. He really did not care which side to take, Jack, Locke's, or anything else except to get off the island and back to Penny. In the story progression, Desmond's character began as arc filler, to add another piece to the Widmore story (that his daughter was involved with a loser).
To our knowledge, Desmond was not "touched" by Jacob to become a candidate. He was sent on his insane quest to show-up Widmore by winning a solo sailboat race across the Pacific. How a stupid and dangerous thing would make a rich girl swoon is another matter. But that was his plan. However, since Dez had no money and no boat, he had fallen back to his comfort zone (a depressed, self doubting existence of inner pain and regret). But out of no where, widow Libby gives him her late husband's boat. Too coincidental? Of course. That is the LOST tangled ball of strings story writing.
We can assume it was Widmore who recruited Desmond to get the boat and race across the Pacific. What better way to get rid of a problem then send him into the vast ocean? But for some unknown reason, Desmond shipwrecked on the island. How he got through the barrier is unknown, but if Jacob was to be believed, only he could allow people to come to the island. Of course, Jacob could have been lying - - - a Desmond got through because there is no evidence that Jacob ever knew Desmond existed until late in Season 6. So Widmore got rid of his problem. But at the same time, Widmore's other big problem was finding the island. He was working with Eloise to do that - - - and probably had spies try to tail Ben or his people when they went to the mainland (again, why would Jacob allow free passage by the Others since Jacob had no real "work" for them to do for him.)
Some fans believe that the first true love story of the series was the Desmond-Penny affair. It was that bond that led to the concepts of having a "constant" and being a "variable" in the island's time skipping equation. But Desmond was not the only one with a constant. Everyone has a constant - - - someone they knew or bonded with such as a parent, friend, spouse or child that they love and want to protect. But somehow, the writers tilted Desmond's relationship as special. The only difference between Dez and the rest of the characters was the likely fact Desmond was never supposed to be on the island. That may have been the wild card MIB was looking for in his own "loophole" theory.
In many viewer's explanation of the sideways reunion, it is Desmond (specifically through his past connection to Penny Widmore) that is the “constant” in the show. No matter what happens, when, or where, Desmond seems somehow immune to the Island’s energy (which has electromagnetic properties) and has a sort of awareness that can transcend space and time (his consciousness shifts seen in episodes like “The Constant“). These “shifts” and Widmore’s explanation that Desmond is special because of his resistance to the Island’s energies, imply that Desmond would even be able to “shift” his consciousness back and forth between this universe and the sideways purgatory one, catalyzed by Widmore’s team placing him in that huge electromagnetic machine in the Season 6.
Desmond was not an original cast member. He did not survive the plane crash. He was never really part of the beach camp. He really did not care which side to take, Jack, Locke's, or anything else except to get off the island and back to Penny. In the story progression, Desmond's character began as arc filler, to add another piece to the Widmore story (that his daughter was involved with a loser).
To our knowledge, Desmond was not "touched" by Jacob to become a candidate. He was sent on his insane quest to show-up Widmore by winning a solo sailboat race across the Pacific. How a stupid and dangerous thing would make a rich girl swoon is another matter. But that was his plan. However, since Dez had no money and no boat, he had fallen back to his comfort zone (a depressed, self doubting existence of inner pain and regret). But out of no where, widow Libby gives him her late husband's boat. Too coincidental? Of course. That is the LOST tangled ball of strings story writing.
We can assume it was Widmore who recruited Desmond to get the boat and race across the Pacific. What better way to get rid of a problem then send him into the vast ocean? But for some unknown reason, Desmond shipwrecked on the island. How he got through the barrier is unknown, but if Jacob was to be believed, only he could allow people to come to the island. Of course, Jacob could have been lying - - - a Desmond got through because there is no evidence that Jacob ever knew Desmond existed until late in Season 6. So Widmore got rid of his problem. But at the same time, Widmore's other big problem was finding the island. He was working with Eloise to do that - - - and probably had spies try to tail Ben or his people when they went to the mainland (again, why would Jacob allow free passage by the Others since Jacob had no real "work" for them to do for him.)
Some fans believe that the first true love story of the series was the Desmond-Penny affair. It was that bond that led to the concepts of having a "constant" and being a "variable" in the island's time skipping equation. But Desmond was not the only one with a constant. Everyone has a constant - - - someone they knew or bonded with such as a parent, friend, spouse or child that they love and want to protect. But somehow, the writers tilted Desmond's relationship as special. The only difference between Dez and the rest of the characters was the likely fact Desmond was never supposed to be on the island. That may have been the wild card MIB was looking for in his own "loophole" theory.
In many viewer's explanation of the sideways reunion, it is Desmond (specifically through his past connection to Penny Widmore) that is the “constant” in the show. No matter what happens, when, or where, Desmond seems somehow immune to the Island’s energy (which has electromagnetic properties) and has a sort of awareness that can transcend space and time (his consciousness shifts seen in episodes like “The Constant“). These “shifts” and Widmore’s explanation that Desmond is special because of his resistance to the Island’s energies, imply that Desmond would even be able to “shift” his consciousness back and forth between this universe and the sideways purgatory one, catalyzed by Widmore’s team placing him in that huge electromagnetic machine in the Season 6.
Based on the show's apparent reasoning, that Desmond – after having his consciousness
“shifted” to the purgatory reality – would “wake up” after encountering HIS constant, Penny. It’s another fast and loose metaphysical explanation, but one that some people think works within the framework of the show.
Except, in the sideways world, other characters encountered their constants - - - like Jin and Sun. Together, they should have awakened first especially with their traumatic ending on the island.
So if the island EM "blocks" memories of the past life, then why does it fail when Desmond starts rounding up the other cast members? Sayid instanteously remembers everything when he finds Shannon? But his entire life centered around Nadia - - - even in the sideways world. The major inconsistencies with the amnesia in the sideways world is baffling when one considers the quick cascade of memories flowing from one concert setting. Worse, is the awakening of Claire and Charlie - - - and Kate - - - only by the "re-birth" of Aaron in the sideways world. If Aaron was alive in the real world, he could not be a fetus in the sideways world. He would have lived his life on Earth then died and gone to purgatory-heaven-whereever as an adult. The Aaron rebirth sequence calls into question whether there were actually two different dimensions at play.
The writers tagging Desmond "special" so he can get everyone magically back together was too convenient. The show had labeled other characters as "special" including Walt and Locke, but they really had no role in bringing the cast back together. It is hard to believe that the writers knew Desmond would be the final key when the show began since Desmond was not even written into the show until much later. And many viewers believe that Jack should have the key to the series and its resolution.