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Make sure the correct driver is loaded for the EVK.
Driver is located in the SDK, .../tools/drivers/BCM9WCD1EVAL1
If the you do not see the "WICED USB JTAG Port" in your "Device Manager", assuming you are using Windows as host, take a look at WICED FTDI Chip Programming (2) via Scriptand run the provided "Prog_BCM9WCD1EVAL1.bat" file to program the FTDI chip on the EVK.
After I got WICED 3.5.2 working with Olimex_ARM-USB-TINY-H using the libusb driver from sourcefourge.net (Version 126.96.36.199) I now have the same trouble when moving to WICED 3.7.0 Every attempt to flash the WiFi-Board with Olimex leads to the same entry in openocd_log I wrote in the original post.
seyhan the driver in the .../tools/drivers/BCM9WCD1EVAL1 directory don't work with the Olimex flasher...