Original File Could Not be Found error

Hi, I'm sure that I'm missing something obvious here, but seem to be stumped. I recently bought a new iMac and migrated my Itunes folder and other stuff to the new iMac from my old ibook and external drive (location of old itunes folder). Everything was fine for a month or so and then the trouble started. Now when I click on a song within itunes, I get an error message state that the original file could not be found and asking me if I want to locate it. If I navigate to my itunes folder and double click on that song (file), it plays just fine.
How can I get Itunes to recognize where all of the songs in my library are?
I tried opening itunes while holding the Option key and choosing the itunes library location to be where it is, but I still get the same error.
I'm not sure what I did to create this error. The only thing that I can think of is that I synched my old shuffle for the first time since I bought the new imac. My iphone, which I have synched numerous times, seems to work just fine (songs play fine, the appropriate files are synched to it).
Any hints greatly appreciated.

No, I haven't found an answer. Even more bizarre, it now seems that some of the songs in the library don't generate the error message while others do. Does not seem to be any discernible pattern (e.g. purchased, artist, etc.)

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