You strung a lot of words together, but in a way which didn't make clear what you were trying to say. I'm unable to follow your argument because your words don't convey a clear statement of what facts you're establishing and what conclusions you're drawing from them.
The main thing is that you need to get the energy budget to balance. It doesn't matter which frame you do it in, but for each balancing exercise you have to stay in the same frame.
It would help if you used terminology which is obvious to understand and appropriate to the frame you're using. For example "real wind" or "true wind" is something which really only makes sense in the ground frame. The corresponding term for the cart frame would be "apparent wind" or "relative wind".
If you have a cart going at 30mph in a 20mph wind, i.e. the cart is
10mph faster than the wind, then the real wind is 20mph and the relative wind is -10mph. OK?When you were saying the wind was not being slowed, did you mean the prop was just freewheeling? So that it was not changing the speed of the air at all? Then it would be consuming no power. That's not interesting.
What we want the prop to do is to provide thrust. To do this it has to slow down the wind, for example from its incoming -10mph to an outgoing -15 or even -20mph. You see that -20 is less than -10, which is why I call it "slowing down". You may prefer to think of it as speeding up from 10 to 20 (both backwards). That's fine, because after all for kinetic energy purposes we square the velocity so any minus sign will disappear.
It is clear that in this situation, and in the cart frame of reference, you are not reducing the relative wind's kinetic energy, but increasing it. So you can't harvest any energy from it. To make it work, the balance of kinetic energy has to come from somewhere else, and as I explained elsewhere, it comes from slowing down the ground.
That's why it's easier to work in the ground frame, where the ground does not move, but the real wind is slowed down (for example from 20mph to 15mph, or even to 10mph, or even to zero).