This is the correct 40 Pin GPIO cable - https://www.modmypi.com/raspberry-pi/gpio-and-breadboarding/40-pin-ribbon-cables/40-pin-gpio-ribbon-cable-grey-150mm
In terms of pin orientation, top to top is correct. You want the Pi & cobbler in the following orientation - https://www.modmypi.com/image/catalog/rpi-products/MMP-0783/DSC_0213.jpg - but you would insert the GPIO ribbon cable top to top in between the two.
You will be able to use a regular old ribbon cable https://www.modmypi.com/raspberry-pi/gpio-and-breadboarding/40-pin-ribbon-cables/40-pin-gpio-ribbon-cable-grey-150mm
The Modular Case has a slot on the side, which you would pass the ribbon cable through!
As a side note, the T-Cobbler PRO is fully compatible with the ModMyPi Breadboard case https://www.modmypi.com/raspberry-pi/cases-183/raspberry-pi-b-plus2-and-3-cases-1122/raspberry-pi-b-plus23-breadboard-case
Ready to get PRO with your Raspberry Pi breakout boards? Our T-Cobbler PRO has all the same nifty features as the standard T-Cobbler breakout, but with added power control to help your projects go further!
This neat little prototyping add-on board allows you to transfer those useful GPIO pins from the Raspberry Pi B+2/3 to a breaboard or prototyping project! The T-Cobbler PRO plugs directly into the Pi's GPIO (no ribbon cable required). and can then be plugged into a breadboard or similar prototyping area, and you're ready to hack. The T-Cobbler PRO is perfect when coupled with our Raspberry Pi B+/2/3 breadboard case, or with the Raspberry Pi Zero breadboard case.
The T-Cobbler PRO features pre-soldered power line headers on either side for the 3.3V & 5V lines on the Pi, which plug into the breadboards power lines. The power lines are switchable (so you can turn both on/off), and have a little LED to indicate when the power is on!
ModMyPi - Raspberry Pi 3 T-Cobbler PRO Breakout Features:
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