The accumulator would be a simple idea, if the CS ran more than a few pounds of oil pressure. It just dosn't have very much oil pressure in normal operation so an accumulator would probably not work very well unless additional air pressure was added tothe top before firing it. A larger volume hand pump might be a better way to pre-lube, but without a few additional spray points to insure rod and cam ends are hit, I do not know how effective it would be.
On the CS, one of the most important places to pre-lube, is also one of the most difficult to reach, the big end rod bearing. Unless the crank is in the correct orientation, the spray pipes in the CS oil system, at least the ones on mine, will not reach the big end when hand pumping. The original design CS hand pump lever being a little weak/ineffective, I doubt it will spray far enough to reach the rod big end even if the crank was positioned properly. The only way to properly pre-lube the big end is to pull the cover plate and use an oil can with a long tube to squirt oil up to the big end oil holes. The cam bushings, at least the far end is fairly easy to reach by removing the nut located directly above it. There is no easy way to reach the gear/IP end of the cam to pre-lube that bushing, at least mine dosn't have any access/lube point on that end.
Running, the CS pump/oil system is adequate to enhance the splash lube, but there is really no easy way to determine if it is operating when running. Since the oil system MUST operate to maintain the level of the upper sump which feeds the dipper and splash lube, I think this is one of the most important places to keep an eye on. I had thought about running a capillary line off of the end of the oil pipe, up to the rockers. This line dripping into the rockers would give you a fairly easy visual cue to determine if oil was being pumped thru the system. It would also provide dedicated lube to the rockers and cam. To maintain the proper ammount of oil at the valve cups, I could then install 2 more capillary tubes that draw from the valve spring wells and siphon oil down to the ends of the camshaft. Biggest drawback would be opening the oil system up to the atmosphere/exposing to airborne dust, without a more effective valve cover.