Sync and album art problems with iPhone 3G

The other day my iPhone was sitting in the cradle syncing and I noticed iTunes (8.02) was deleting the apps from the phone. I cancelled that sync and in iTunes I saw that the "Sync Applications" checkbox was unchecked, but I hadn't unchecked it. I then rechecked the box and synced my apps back onto the phone.
Today I added some songs to a playlist and synced, but the sync time seemed suspiciously short. When I checked iTunes I saw that all of my sync content boxes were unchecked...Sync Music, Sync Videos, etc. When I check one of the boxes iTunes threatens to delete all the content presently on my phone and replace it with content from the library....which is of course the same content except for the few songs I copied into one playlist. I don't really want to sit around and wait until this stupid phone replaces 15gb of content with the same 15gb of content. Sometimes this thing acts like such a piece of junk.
Perhaps this is related, but some weeks ago I purchased a Colbie Caillat album from the ITMS. Whenever I play a song from this purchase on my iPhone it shows the album art for an Usher album I already had in my library. If I play the same song on one of my iPods, the album art is correct. Apparently some sort of corruption is afoot in either iTunes, the iPhone or both. Is there some way to get iTunes and the iPhone on the same page without having to wipe and restore this stupid phone? Thanks.

I bit the bullet and checked all the boxes and synced, and the phone did not go through with the threat to erase all my content. It just synced the one changed playlist instead. False alarm. However, the album art issue remains.

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