If you are doing a Base Gasket Delete and utilizing Dirko, 518 or 1184 pre oiling the cylinder is a no-go, at least in my experience.
I add a dab of oil to all the bearings but leave the cylinder dry so as not to contaminate the sealant. I attached the intake tract and carb as its pretty tight in there. Once the cyl is bolted down I let it set up for 12-24 hours. After it is set up and saw is assembled i add some oil through the spark plug hole prior to starting.
Just my $0.02