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ITunes can't find apps on iPod Touch and doesn't sync album artwork

Update:10-11Source: network consolidation
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Ugh.  Here I go again.
I have an iPod Touch (4th gen), 2010 MacBook Pro, all the latest operating systems and updates. 
My iPod Touch crashed a bit and so I wanted to sync it again (using the USB cable, not wirelessly).
(1) Suddenly, there was no music on the iPod Touch.  I managed to get that fixed.
(2) After a couple of syncs, I was repeatedly getting the message that the iPod Touch apps "could not be synced because the apps could not be determined."  A couple of plugging and unpluggings allowed iTunes to "find" the apps, but this is weird.
(3) And now, what's bugging me -- and this happened a year or so ago -- very little of the album artwork synced over to the iPod Touch.  I have 600-800 albums.  All of the artwork is correct on iTunes.  About 10% of the artwork transferred over to the iPod Touch.  (Then I synced my iPad, and all the artwork is correct on the iPad.)
If I remember correctly from last year, eventually -- after many successive syncs -- the album artwork made its way correctly over to the iPod Touch, and maybe I'll hope for that this time.
Does anyone have a more direct solution?  Checking and unchecking some boxes on some syncs?  (It takes a good chunk of time to sync over my music, so I don't really have to time to delete and sync repeatedly just as shots in the dark.
Any ideas?  All thoughts welcome. Thank you!

The Best Answer

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Taking off all the music and then putting it back on took care of the album art, but I'm still getting all kinds of funky behavior -- iTunes can't find the apps, then it can't find the iPod altogether, and it's adding duplicate songs somewhere.  It said it was going to load 3,232 songs, but I ended up with more than 3,400.  Weird.