Desmond isn't ready to find Penny? what's that about?

Did anyone catch the word "ready?" I hope that means they will end up together in the end. I really felt Widmore's going to ask Desmond to give up Penny and stay on the island. I wondered how all this fits into Widmore not liking Desmond in the original timeline. He probably knew Desmond was special in someway and didn't want him to get together with Penny or something.

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