It sounds like an awesome project my friend. In concurrence to what was said earlier I definitely think using a drone or drone(s) would be the easiest way to film those side tracking shots and frontal shots. Would save lot of time in prep and on the day. As for the close up shots of the pedals, the spokes and the rider, there are some AMAZING tricks to get around the issues that can come with filming those shots. The bike doesn’t actually have to be travelling on the road for these kind of shots to be filmed. Basically (idea) for the close up of the wheel you could have your camera in a lower position, looking upwards so that only the sky can be seen behind It. So your leaving out the road. Then basically lift the bike up a bit and spin the front wheel lol. There you go you have your cinematic close up of the wheel “in action” complete. You won’t see the contact between the bottom of the wheel and the ground, but that doesn’t matter because the contact will be seen in the wide tracking shot. I would recommend having the sky be plain and blue so that the audience can’t tell it’s a static shot. But even if there are clouds they won’t notice it’s a static shot because realistically the background clouds wouldn't move hardly at all even when traveling. If your really picky about it though and you want the easiest Way just film the wheel turning in a green screen and edit in a blue sky or slightly moving clouds behind it depending.
Thats the easiest and fastest possible way to do that shot lol.
Then with the pedals shot, it’s roughly the same thing, lift the front of the bike up off the ground. (Make sure the bike is stable) with the back wheel on the ground still and and then get the person to get on and pedal. The bike will be on a slightly upwards angle but no problem, just put the camera on an angle as well, still in a kind of low shot position so the ground cannot be seen only the sky. No need for the bike to actually be travelling for the shot. And again if the sky on site is an issue you can just green screen it in later to be in motion behind the pedals.
And with the close up of the subjects face, you would want the actors hair to be moving in the wind, so if you really wanna do this the easiest way just green screen the subjects head and have a fan blow hair. You get the idea. Thats the easiest way XD.
So yeah I’m not sure if that will help or not, whatever you do I wish you luck. Excited to see the end result eventually.