ESP32-WROOM-32 ESP-Prog timeout when starting debug process

Hi,

I have a ESP-Prog board connected to an ESP32 Wroom board.

First nothing worked, then I found the hint to use
platform = https://github.com/platformio/platform-espressif32.git
which made it possible to upload the code via the prog board.

But debugging stops with a timeout, log is added.

I have switched the USB ports, cables, and also the jumper wires several times.
Jumper wire length is ~10cm.
Ground is connected, ESP is powered by USB port, monitor works fine.

Debug log reads:

undefinedC:\Users\Inso\.platformio\packages\toolchain-xtensa-esp32@8.4.0+2021r2-patch5\bin\xtensa-esp32-elf-gdb.exe: warning: Couldn't determine a path for the index cache directory.

Reading symbols from c:\Users\Inso\Documents\PlatformIO\Projects\Testbench_DebuggerEspProg_E\.pio\build\esp32dev\firmware.elf...
PlatformIO Unified Debugger -> https://bit.ly/pio-debug
PlatformIO: debug_tool = esp-prog
PlatformIO: Initializing remote target...
Open On-Chip Debugger v0.12.0-esp32-20230313 (2023-03-13-09:05)
Licensed under GNU GPL v2
For bug reports, read
	http://openocd.org/doc/doxygen/bugs.html
adapter speed: 20000 kHz

WARNING: boards/esp-wroom-32.cfg is deprecated, and may be removed in a future release.
adapter speed: 5000 kHz

Info : tcl server disabled
Info : telnet server disabled
Info : clock speed 5000 kHz
Info : JTAG tap: esp32.cpu0 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : JTAG tap: esp32.cpu1 tap/device found: 0x120034e5 (mfg: 0x272 (Tensilica), part: 0x2003, ver: 0x1)
Info : starting gdb server for esp32.cpu0 on pipe
Info : accepting 'gdb' connection from pipe
Info : [esp32.cpu0] Target halted, PC=0x400F046E, debug_reason=00000000
Info : [esp32.cpu0] Reset cause (3) - (Software core reset)
Info : Set GDB target to 'esp32.cpu0'
Info : [esp32.cpu1] Target halted, PC=0x400F046E, debug_reason=00000000
Info : [esp32.cpu1] Reset cause (14) - (CPU1 reset by CPU0)
Warn : No symbols for FreeRTOS!
Info : [esp32.cpu0] Debug controller was reset.
Info : [esp32.cpu0] Core was reset.
Ignoring packet error, continuing...
warning: unrecognized item "timeout" in "qSupported" response
Error: timed out while waiting for target halted
Info : [esp32.cpu0] Target halted, PC=0x400F046E, debug_reason=00000000
Info : [esp32.cpu0] Reset cause (8) - (Main WDT1 core reset)
Error: xtensa_wait_algorithm: not halted 0, pc 0x400f046e, ps 0x60520
Error: Failed to wait algorithm (-302)!
Error: Algorithm run failed (-302)!
Error: Failed to run flasher stub (-302)!
Warn : Failed to get flash mappings (-302)!
Error: Target is already running an algorithm
Error: Failed to start algorithm (-4)!
Error: Failed to run flasher stub (-4)!
Error: Target is already running an algorithm
Error: Failed to start algorithm (-4)!
Error: Failed to run flasher stub (-4)!
Error: Failed to probe flash, size 0 KB
Error: auto_probe failed
Error: Connect failed. Consider setting up a gdb-attach event for the target to prepare target for GDB connect, or use 'gdb_memory_map disable'.
Error: attempted 'gdb' connection rejected
Error: error during select: Unknown error
.pioinit:11: Error in sourced command file:
Remote communication error.  Target disconnected.: Success.

platformio.ini reads:

[env:esp32dev]
platform = https://github.com/platformio/platform-espressif32.git
board = esp32dev
framework = arduino

monitor_speed = 115200

debug_tool = esp-prog
upload_protocol = esp-prog
debug_init_break = tbreak setup

with very simple code (as more complex code failed):

#include <Arduino.h>

void setup() {
	Serial.begin(115200);
}

void loop() {
	Serial.println(".");
	delay(500);
}

Found some topics about debugger problem, but none matching this log.

Noone an idea where to start?

I have the same issue, did you solve it?