ITunes saying -  The song "XYZ" could not be used because the original file could not be found. Would you like to locate it? I have my songs all located on a 2TB hard drive and it still says it has 150GB on it but can't find them and they are there???

Help!
Opened iTunes to play some music on the computer tonight and its coming up that the songs cannot be located for virtually all of my iTunes library??? I store my iTunes library on a 2TB hard drive and its always worked fine but I ran iBoostup software earlier today and its hasn't worked since then although I have to admit I haven't tried it for a week. It was a free app to clean up files on the apps store.
When I click on the 2TB hard drive under the iTunes link it still comes up 150GB is in the file but it just can't find the songs???
Can anyone help?
Cheers!

The links below illustrate how your iTunes should look if you use default settings in preferences.  If you don't use those settings then you have to know what you're doing.
Image of folder structure and explanation of different iTunes versions (turingtest2 post) - https://discussions.apple.com/message/13025536 and https://discussions.apple.com/message/17457605
The above links also illustrate the Media folder and its subfolders.  Look for a file in there in the logical structure by folder artist and album.  If you're lucky, linking one file will get an offer to link others and it iwll all come together again.
I see you are running OSX 10.5.8  it would help to know which version of iTunes you use now and which one you used before.

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