After you have connected the Arduino board and the programmer to your computer launch the Arduino IDE. Navigate to the Tools > Board menu and select Arduino Duemilanove/Uno (ATmega328) w/ Ariadne ...

The debugger does not need any driver for Mac OS. But it does need LibUSB driver for the debugging/programming interface on Windows. Using Zadig to install the libusb-win32 driver. Then select Burn ...