From the 17.15.3 version there is a new way of management called Hybrid Mode. This is also a configuration change on the switch it self. With that you gain additional features in the dashboard. https://documentation.meraki.com/MS/Cloud-Native_IOS_XE/Upgrading_Cloud-Monitored_Switches_to_Hybrid_Operating_Mode Probably that is the reason you can't upgrade directly, because it requires an change in Management. The bug you speak of was in the with the Cloud-Native IOSXE version for the MS390, C9300(X) and C9200L versions for management in the Meraki Dashboard.
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