Apps not syncing after 2.1 update

Weird situation... I can no longer sync any apps after 2.1 update. Just noticed it when I purchased several new apps today and they didn't sync. Every option and list in the Applications tab are greyed out... Apps on the phone remain the same. If I delete one from the phone, then I can no longer sync them back. Selecting Sync syncs everything else other than applications... it skips this everytime. Everything was okay on the last 2.0.2 sync just before the update...Has anyone experienced this problem after updating to 2.1? Kinda odd...

I just went ahead and started new from scratch (AGAIN)...
Restore then reinstall everything one by one.
Unfortunately, I have never been successful with iPhone updates retaining my data and files from previous versions without any glitches. With EVERY UPDATE all files and information on my iPhone is lost everytime because iTunes was unable to transfer data from the backup stored with previous firmware prior to update or a glitch causes me to have to start fresh with a newly cleaned out phone. A message to the likes of "Incompatible with current firmware/iPhone" (or something to that affect) always pops up.
What good is the iPhone if I have to encounter data loss everytime a new "bug-fixing update" is released. Having to literally start over-and-over again from scratch is extremely frustrating. This makes the iPhone the worst investment I've ever made and the Most Unproductive Device I've owned compared to previous Windows Mobile devices owned...

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