I've never had to use just a jpeg image, but I'm wondering about the repeat function when you create a dvd - or in your case, perhaps a vcd or svcd would be better on a normal cd disc?
Basically, when you create a dvd, there is often an option to automatically restart the dvd from the beginning without having to touch anything.
I'll have a play later and let you know.
I'm sure someone else must have ideas too.