I think you're looking at the cylinder bore; they project below the cylinder base into the crankcase when installed.
Just install the clamp loosely enough to where it slides off as the cylinder pushes it down. Normal ring compressors usually can't be taken all the way apart (and thus would be stuck around the con rods) so hose clamps are a cheap and effective alternative to the specialized ring compressors needed for RBC motors.
First, the pistons really have to be square to go into the bores nicely. So the wood blocks help hold them square, together, as the bores are dropped over. Second, it keeps the bores from pushing the pistons down into the crankcase.
Usually once the inner two pistons are in it's a bit easier to get the outboard pistons installed. If someone fairly strong is helping you it's not that hard to compress the outboard rings with your fingers as the cylinders come down. The cylinder bores do have a taper inside at the bottom to help get the rings in.

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