Do you really think Theo has a problem dealing the farm system? He traded three of the team's top five prospects last year for one of the best hitters in baseball. There is a difference between trading high quality prospects for high quality players, and trading high quality players for guys like Dempster.
I've said it many times in this thread, and others. I'm under the impression that Theo saw the season for what it was: The team is good, it will get to the playoffs, and maybe deep into the playoffs. But there is no move they could make to make them better than Philadelphia in a long series, especially without Ortiz for four games. So why waste prospects now when those prospects could be used in a trade for a better piece next offseason for a season that is much more winnable.