Y cable out of OBEL: Wired per waldo you would plug the RED side of split to input of effects (chaining any others in line) and the WHITE side of the split to the OUT of the last effect. If you get no sound switch the cables around. The single end plugs into appropriate jack on guitar. The other guitar jack gets regular cable run to amplifier.
This may not be what your asking, but it is the basic line. A breakout box or tb loop pedal doesn't change the order, just somewhat simplifies it (e.g. breakout can have a TRS jack so a Y cable isn't nec'y)