ITunes song purchase won't load on iPhone

I have purchased 2 songs from iTunes that downloaded just fine in my account however when I attempt to load them into my iPhone, I get an error message saying 'Download error.  Tap to retry.'  Any advice for how to fix this?

To clarify my post a bit, my iPhone 4S syncs and plays music as expected.
This issue is on my wife's iPhone 4S.  iTunes says that the music is synchronized, but when she tries to play it, none of the files are on her device, only the metadata.  So, the song loads and then skips to the next song, like 1 every 1/2 second - all the way to the end of the album or playlist.
I've tried rebooting her device, removing and reloading all her music and installing the latest updates, all to no avail.
I don't understand why this would be happening.  Is this Apple's way of telling us that it's time to get new phones?  ;-)
Seriously, our iPhone 4S's are past Apple's support window, so we're kind of on our own unless I pay $19 a pop, which, in the long run may actually be worth it, but makes me cringe to think that I'm paying for something again.
Cheers,
Keith

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