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I tested the ota_firmware_upgrade project in WICED Smart 2.2 and it worked fine. I was successfully able to update the firmware using the WsOtaUpgrade app that is included in the SDK on a Windows 8 PC.
I had to make just one change in the hello_sensor.c file. The battery and buzzer pins were not defined, so changed their values to -1.
I didn't receive any prompt for upgrading the app. Can you post a snip of the prompt that you are receiving?