HELP - Call connector setup


I am looking to setup Asterisk in the following manner, and wanted to know if this is possible. I want to setup a web interface that would allow me to input 2 numbers, and have Asterisk connect the 2 numbers. I would like it to call number 1, play a short message, and then dial number 2 connecting the 2 people. I would ideally do this using 1 POTS line accessible to the Asterisk box via a cheap modem(not Digium stuff). I would also like to do this via SIP at some point, and would appreciate any direction to a cheap provider for this type of setup.

Thanks for your help!