Abstract: This invention provides a system and method for allowing motion of a robotic manipulator on an AV truck in connecting to a native gladhand on a trailer front that represents and constructs a model of this free space on-the-fly, in the manner of an Obstacle Detection and Obstacle Avoidance (OD/OA) system and process. A robotic arm on an AV truck is adapted to connect a pneumatic line to a gladhand on the trailer front. A first 3D sensor generates a pointcloud, and is located at an elevated position on the truck to image the trailer front. A second 3D sensor also generates pointclouds at during robot motion, located adjacent to an end of the robotic arm. An occlusion mapping process generates an occlusion map of the trailer front, and a map update process updates the occlusion map to add and remove voxels therefrom to allow safe guidance of the robot.