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I had the same problem with an XP machine - when I upgraded from Helmi's basic WM6 to the kitchen. I searched under the error code you get when you probe activesync on your PC - I forget the number.
The solution I got online was to remove the profiles from phone and PC. If syncing then doesn't work, you have to remove the profiles and then uninstall outlook from the PC. I had to do this, and was sure I was going to lose my contacts. However, when I reinstalled - the contacts were still there.
That fixed the problem for me, but I've read that in some cases, you have to reinstall activesync 4.5 as well.
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