I'll have another go.
The spinning propeller is designed to that there is a pressure difference between the front and rear surfaces, and that's what gives thrust, in any propeller.
Now consider the spinning propeller with no wind. Yes, there is a pressure difference, and therefore a resultant force on the propeller. So there is a forward thrust on the vehicle. BUT, it's not enough to drive the vehicle forwards, because of drag and friction losses. So in still air, the vehicle when running at speed would slow down and stop.
But now consider the spinning propeller with a following wind. The air from the propeller meets the following wind, and you get a greater pressure build up, all the way back to the propeller. So in this case, there is a greater pressure difference front to rear on the propeller blade, than in the no-wind case.
So with a following wind, even if it's slower than the vehicle speed, you will still get more thrust on the propeller blades, than in no wind. So instead of slowing to a stop, the vehicle can accelerate. So it's the back up pressure that's giving the extra thrust.
So even though the wind is not keeping up with the vehicle, it's still providing energy, through the raised back up pressure.
The kinetic energy of the wind is being transferred through all of the tiny collisions, between the propeller air molecules, and the wind air molecules. So the wind slows, and the vehicle accelerates.