I'll make the assumption that you're using IS Boxer.



You could create more than one Action Target Group.
Let's say you make DK_DeathGrip and DK_Strangulate as your ATG's.

You change the order in which the toons are invited to the groups.
DK_DG = A, B, C, D.
DK_S = C, D, A, B.

You make a single mapped key, that does Round-Robin DeathGrip, Target = DK_DG (the ATG), and check the box Round-Robin within target group.
Do the same for the Strangulate, but target the other ATG, again checking round-robin within the target group.

The order a toon is called, when you round-robin within an Action Target Group is the order they were invited to the ATG.
I created a mapped key, that would Round-Robin (within an ATG) for the hotkey that had my Death & Decay on it, and that would Send Next Click also to the same ATG, which meant both actions went to the same toon.