4G Touch sync problem - existing purchases that used to play now say can't be converted

Hello - I seem to have a combination of issues.  My 4G 32GB was lost for about 10 months (it was in my couch).  I immediately backed it up and updated to 6.1.5.  From what I understand my 4G won't support IOS 7 so....I tried to sync and noticed that half my library was not playing. It showed on the ipod but the songs were skipped over.  I checked iTunes and tried to re-sync several times.  It has not helped.  I have a combination of purchased songs, that used to play fine, and other songs, that also used to play fine, now won't play at all.  I get the error saying that they could not be found or that they can't be converted.  I am at a loss on what to do.  I admit I am not too savy when it comes to navigating this ipod and itunes.  I like to plug and go - keep it easy.  I appreciate any help.  I have looked at other threads but I am not sure which of the many many many ideas I should utilise.
Thank you

Assuming they play in iTunes on the computer:
- Reset the iOS device. Nothing will be lost
Reset iOS device: Hold down the On/Off button and the Home button at the same time for at
least ten seconds, until the Apple logo appears.
- Unsync all music and resync
- Reset all settings      
Go to Settings > General > Reset and tap Reset All Settings.
All your preferences and settings are reset. Information (such as contacts and calendars) and media (such as songs and videos) aren’t affected.
- Restore from backup. See:                                                
iOS: How to back up                                                                
- Restore to factory settings/new iOS device.             

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