I don't quite understand how you are set up. Why would you tie extension lines from the trap to a pylon? My trap lines are connected from port to starboard with bungee cord.They stretch and are neither stabilizing nor safety lines. I raise my mast solo all the time. Shrouds need to be connected. I lay the mast on the boat with a tripod at the end to keep the weight off the main traveler slide. I then tie a line from the jib halyard to the front bridle, make sure the shrouds and trap lines won't catch on the pylons and raise the mast. I lean into the mast, untie the jib halyard and pull it tight, tie it off on the cleat and get down to fasten the forestay.

Howard