Good theory Barnes. I was a bit more taken back by Desmond and Penny sharing the "have we met before?" line that Jack and Desmond shared in the exact same place. The Dark Tower comparisons some of you have made are certainly seeming to be truer and truer. Also take into account Jacobs comments earlier in the season during his conversation with the man in black. "Everything else is progress" in response to the fact that it always ends the same way.
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