ITunes sync can't find a song but I can

I have a smart playlist that contains 771 songs. One of the songs is titled "Rock And Roll Strategy". In "iTunes Library.xml", it is assigned a track ID of 6121:
<key>6121</key>
<dict>
<key>Track ID</key><integer>6121</integer>
<key>Name</key><string>Rock And Roll Strategy</string>
In the playlist I'm trying to sync, called "5 Stars (Rock, Hard Rock / Metal":
<dict>
<key>Name</key><string>5 Stars (Rock, Hard Rock / Metal)</string>
<key>Playlist ID</key><integer>171406</integer>
<key>Playlist Persistent ID</key><string>C9D31451CC57BB34</string>
<key>Parent Persistent ID</key><string>1407125F524D808C</string>
<key>All Items</key><true/>
track 6121 is included:
<dict>
<key>Track ID</key><integer>6121</integer>
</dict>
I can play the song just fine by double-clicking in the playlist. iTunes refuses to sync it claiming it can't find it. I had this trouble a few months ago with a Christmas song and my iPhone.
Sometimes iTunes can be so infuriating.
Any suggestions would be appreciated.
Thanks.

Have you tried deleting the song from your iTunes media library? Delete, say yes to removing the file. It will go into the Trash, so you might want to take a moment and drag it from the Trash to your Desktop so as not to accidentally loose it. Quit iTunes, then Open iTunes and drag & drop the file to your iTunes media library. Add it to your Playlist. Hopefully it will sync.
Dah•veed

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