Well this is one weird syncing problem.......

Let's see. I'm running Windows XP. I got a black 8Gb iPod Nano (2nd gen) as a gift and I downloaded iTunes 8.0.2.20.
Everything went fine, I restored the factory setting (since the Nano was actually pre-owned) and all that, and I loaded a .m3u playlist I created in Windows Media Player 10 and it loaded (and played) fine on iTunes.
The problem kicked in when I'm trying to sync the entire playlist into the Nano. The funny thing is that...... When I clicked "sync" (right click on the playlist under the iPod and choose "sync" in iTunes), the whole playlist appears for a brief moment, with a "sync" (double arrow forming a circle) symbol beside almost all songs. ONLY A FEW OF THE SONGS ACTUALLY GET SYNCED, before it shows the "sync complete" message. It took me multiple (50+) re-syncs to get around 60 songs (out of 228) in there and no more songs went in.
The weird thing is, it seems like the connection is crap or something and there are times when iTunes detect 180+ songs to be synced, but only actually sync around 4 or 5 before cutting off and claiming "sync complete". I've tried everything I could, including restoring factory setting (3 times), changing to disk mode (twice), reformatting the memory (once), switching the USB port (multiple times), nothing worked. I still can't get all my songs onto there.
Is there a quick solution to this?

Option 1
Back Up and try rebuild the library: hold down the command and option (or alt) keys while launching iPhoto. Use the resulting dialogue to rebuild. Choose to Rebuild iPhoto Library Database from automatic backup.
If that fails:
Option 2
Download iPhoto Library Manager and use its rebuild function. This will create a new library based on data in the albumdata.xml file. Not everything will be brought over - no slideshows, books or calendars, for instance - but it should get all your albums and keywords back.
Because this process creates an entirely new library and leaves your old one untouched, it is non-destructive, and if you're not happy with the results you can simply return to your old one. .
Regards
TD

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