Yes, the first variant would provide a meaningful stimulus as well as the second; however, in all things, in this case, the dose must be carefully administered.
This isn’t necessarily a case of ‘if 3 is good then 6 must be better’ so I’d caution against looking to create too large a stimulus in either direction (ergo the stimulatory or potentiated load)
Per your example I’d probably first go with the sled sprint with the wind, adjusting the load on the sled accordingly, or simply sprinting without the sled into the wind followed by the unloaded sprint with the wind; but again, I, personally, don’t like the idea of the potentiated sprint extending further then the 30m mark or so.
Remember, the potentiation means that you’re already operating at supra-maximal intensity so when you combine this with distances that stretch into the Max V zone I think you’re really taking your chances as unpotentiated Max V work is high stress enough as it is.