Unable to delete first song from albums

I'm sure this is some kind of known issue but I can't find any posts about it, so here it goes.
I sync my iPod Touch from a playlist. The problem I'm running into is when I delete an album from the playlist, resync, and disconnect, the first track from that album is still on my iPod. If I reconnect the iPod and check the playlist, that song is nowhere to be found to "redelete" it, yet it's still on the iPod.
Is there something I can do, short of manually managing my iPod, to get rid of these pesky first tracks?

What happens when you try ? If you're getting an 'unable to move to trash' error then ry going into Settings > Mail, Contacts, Calendars. Then select the account where you've got the problem, then select Account, Advanced, Deleted Mailbox, and under On The Server tap the 'Trash' folder (or whatever it is called by yor provider) so that it gets a tick against it - then come out of that series of screens and try deleting them again.
If you don't get a trashcan icon at the top of the screen and you have a filing cabinet for arching instead then I assume that you have a gmail accountt - you can change back to a trashcan via the account's Settings : http://support.apple.com/kb/HT4207

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