When having to pull something in a similar way, I like to take thin wood and make skids to mount under the tires/pieces of whatever I'm moving. It prevents digging into the ground and also requires much less effort to pull.
If there are no rocks or coarse/woody plants or grasses, then I might also wrap 6-mil plastic sheeting around each skid to aide in it sliding across the ground. Don't think sheeting would last your full pull though.
Also, the smooth side of board always goes down. One last tip is to curl the front of the board up. This can be done by cutting a notch near the front of each skid and then once under the load, use strong rope, come-a-long, ratchet strap or similar to hold the nose up off the ground. ...It's a good idea if the skid boards are wet, as wet wood has more flexibility and will be less prone to splintering/breaking.
You may also need to attach other strips of wood from skid to skid, turning all of the skids into one integral unit. This will prevent them from going in all different directions as you pull.
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