Yep, I think asterisk would be the way to go here! Can play mp3 and if you tinker arround a bit flac as well. It's using mpg321 or 123 and might be fairly easy to teach to play with flac or alac. If you've got a linux box would be easy to set up. Preferably Debian and then just aptitude. Well after a bit of reading I'd presume. The advantage is that you can easyly integrate with ISDN or analog hardware. Keyword "Zaptel".
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