Yes, easy to do and there are probably several different ways to pull it off. I used very thin and light micro parachute cord as a pull line with a large bolt attached at the end as a weight. The bolt was about 3/4" dia and 8" long. I tied a small loop in the line about a foot from the weight then bent a paper clip into a hook and taped that to a drone leg. Place the loop in the line over hook and slowly fly the drove with weight up and over the tree while someone maybe 50ft in front of the tree pays out the line and keeps it from snagging in the tree. When the drone is centered a few feet above the tree a little over the back side, give a little yank on the line which will bend the paper clip and release the line dropping the weight with line down through the tree. Fetch the weight, attach antenna to line and pull it up.
My antenna was a 64ft end fed half wave and I pulled up the end of the wire until the transformer was off the ground were I wanted it then I used a short length of line to tie that to a ground stake. It made a sloper that was more vertical than horizonal and worked well