So, you are connecting your iPod to the line in of a boombox?
Typically genuine iPod devices put out about 30mW of power per channel, which IMHO is more than enough to exceed line level inputs.
Even with low level recorded music, and minimal signal loss over RCA cables it is easy to overdrive the line in path.
There are industry standards regarding line in volatges, impedance and line in levels. Most iPod type devices should be able to exceed these levels out of their headphone stage.
Perhaps a louder boombox is they key here....