Why is iTunes trying to sync deleted items to iPhone?

Hi,
I own a MacBook Pro and an iPhone 4.
When attempting to sync my music, iTunes tries to sync particular items twice. The result is that the second time it tries to sync it fails, and it results in a message "x items could not be synced see itunes for more information".
Attempted Solutions:
I erased all the music off my iPhone (having previously had it on synchronising particular playlists). However this left all the duplicated items that iTunes were trying to sync to the iPhone as showing as audio files on the summary tab and in the music tab. I can manually delete these if I select manually manage music however this comes back again when I press sync. I don't understand why it's trying to sync music (and taking up space on the iPhone summary tab) when I have de-selected synchronising any music at all.
I have deleted the items in questions completely from my iTunes however iTunes still attempts to synchronise then when connected to the iPhone. They do not show in the Music App on the iPhone but they do show as greyed out entries on the music pane in iTunes under my iPhone's device name. Again I can delete these but upon synchronising my playlists by de-selecting manually manage music these items re-appear!
Someone please help me!
Thanks,

Yea mine tends to do that too sometimes but most of the time I just eject my phone from iTunes if its not connected or I let it try to sync because I know it won't sync since my phone is not connected to any sort of power source.
You could always try uninstalling and reinstalling iTunes if all else fails.

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