Would need to know amperage and volts of the service to the new barn to figure conduit sizing. More then likely a 2" would work, but if you put a 3" 90 stubbed to the top of the slab you can always reduce fron there. Larger bends make it easier to pull wire.
Are you adding another treated board at the bottom? Typically the top of the concrete slab is at the joint between the top and bottom base boards.
As far as setting trusses goes. Make 2 strongbacks (an L out of 2 2x4's) for the endwall you plan on starting to set the trusses on. Nail them on the outside of the purlins at the post location, set the first truss and nail it to the strongbacks. When you set the second truss cut 2 2x's at 8' long to tie the first and second truss together. It should hang over 4' and also catch the 3rd truss (adjust length if other then 4'oc spacing) From there I usually use 16' 2x4's and lap them back 2 trusses. They will hang down some but will move easily when you swing the next truss into place. Fro trusses that small, and with that low of an eave I would just set them by hand. Take a 16' 2x4 and nail a short 2' or so piece onto the end at and angle to make a Y shaped end. Set each side on top of the walls with the ridge pointing down and then take the Y and just swing the ridge up into place. It's usually at least a 2 person job this way, one on the ground and one in the trusses.