Yes, the OBi should be able to power the ringer on both the Panasonic base station and the standard phone. You could have an issue with your house's wiring. Try plugging the trimline phone directly into the OBi, without the Panasonic unit. Do you get a dial tone and does it ring? If you have, or can buy a 1->2 line RJ-11 adapter, that would be the next test, so you can plug in both the trimline and the Panasonic to the back of the OBi. If that works, it's your wiring.
You must disconnect your telephone or cable company's phone wiring from the demarcation box where the house's telephone wiring is connected, even if your telephone or cable company has discontinued service. Failure to do so can ruin your OBi and possibly damage your phones.