Business processes that involve AI-powered automation have been gaining importance and market share in recent years. These business processes combine the characteristics of classical business process management, goal-driven chatbots, conversational recommendation systems, and robotic process automation. In the new context, prescriptive process monitoring demands innovative approaches. Unfortunately, data logs from these new processes are still not available in the public domain. We describe the main challenges in this new domain and introduce a synthesized dataset that is based on an actual use case of intelligent process automation with chatbot orchestration. Using this dataset, we demonstrate crowd-wisdom and goal-driven approaches to prescriptive process monitoring.